NP-MRD: Showing NP-Card for (1r,3r,5s,7s,8s,11r)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0¹,³.0⁵,⁷]dodecan-11-yl acetate (NP0178370)

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Record Information

Version

2.0

Created at

2022-09-03 16:20:42 UTC

Updated at

2022-09-03 16:20:42 UTC

NP-MRD ID

NP0178370

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3r,5s,7s,8s,11r)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0¹,³.0⁵,⁷]dodecan-11-yl acetate

Description

Oxirapentyn belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. (1r,3r,5s,7s,8s,11r)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0¹,³.0⁵,⁷]dodecan-11-yl acetate is found in Beauveria felina. (1r,3r,5s,7s,8s,11r)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0¹,³.0⁵,⁷]dodecan-11-yl acetate was first documented in 2014 (PMID: 25379336). Based on a literature review very few articles have been published on Oxirapentyn (PMID: 25115093).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032218202D          

 24 27  0  0  1  0            999 V2000
    5.0645    2.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4021    3.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4967    3.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6450    2.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8879    2.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1308    2.1232    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4587    1.3661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6391    1.4607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8196    1.5554    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3278    0.8929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4917    0.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4426    0.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2942    0.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8196    1.7446    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6391    1.8393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9669    2.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7865    2.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4752    3.2588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3278    2.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4917    2.3124    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1639    3.0695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9835    2.9749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8030    2.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2948    3.5427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  3  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  1  0  0  0
 22 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  2  0  0  0  0
M  END

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
   -6.5549    1.7855    0.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0879    0.5621    0.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9323   -0.4217    1.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7986    0.2466    0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7184   -0.0389   -0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3911   -0.4140   -0.9764 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1537   -1.8018   -1.1121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4389   -0.9556   -0.0927 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0319   -0.7932   -0.4218 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7434   -1.2391    0.6690 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0812   -1.0442    0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8683   -2.2454    0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5453   -0.8752    2.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5596    0.1575   -0.1002 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7511    0.6260    0.4646 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9551    0.6685   -0.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2190    1.1546    0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9453    0.2692   -1.4588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4384    1.2025   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2855    0.6330   -0.7832 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5734    0.8300   -2.2504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6017    1.2864   -1.5927 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7959    0.4955   -1.9850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3108    0.5528   -3.0850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5231    2.0969    0.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9572    2.5167   -0.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6350   -0.8772    0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3209   -1.2503    1.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5176    0.1134    2.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7304   -1.3344    0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3213   -1.4649   -1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5176   -3.1878    0.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9309   -2.1078    0.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9307   -2.2236   -0.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5549   -1.2599    2.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5228    0.1882    2.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8629   -1.4810    2.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7394   -0.1505   -1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4458    2.2107    0.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2302    1.1548    1.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0966    0.5201   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8627    2.1150   -0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301    1.3986    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7746    2.3818   -1.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 18  2  0
 16 15  1  0
 15 14  1  0
 14 19  1  0
 19 20  1  0
 20 21  1  6
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  6  5  1  1
  5  4  3  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
 11 14  1  0
 22 20  1  0
  8  6  1  0
  9 20  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 14 38  1  6
 19 42  1  0
 19 43  1  0
 22 44  1  1
  8 30  1  1
  9 31  1  6
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  1 25  1  0
  1 26  1  0
M  END


  Mrv1652309032218202D          

 24 27  0  0  1  0            999 V2000
    5.0645    2.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4021    3.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4967    3.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6450    2.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8879    2.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1308    2.1232    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4587    1.3661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6391    1.4607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8196    1.5554    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3278    0.8929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4917    0.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4426    0.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2942    0.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8196    1.7446    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6391    1.8393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9669    2.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7865    2.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4752    3.2588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3278    2.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4917    2.3124    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1639    3.0695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9835    2.9749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8030    2.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2948    3.5427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  3  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  1  0  0  0
 22 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0178370

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1C[C@]23O[C@H]2C(=O)[C@]2(O[C@H]2[C@@H]3OC1(C)C)C#CC(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O6/c1-9(2)6-7-17-12(20)13-18(23-13)8-11(21-10(3)19)16(4,5)22-15(18)14(17)24-17/h11,13-15H,1,8H2,2-5H3/t11-,13+,14+,15+,17-,18+/m1/s1

> <INCHI_KEY>
UDLWCNHPUOUNNV-ZPUMPEKVSA-N

> <FORMULA>
C18H20O6

> <MOLECULAR_WEIGHT>
332.352

> <EXACT_MASS>
332.125988364

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
34.14852419314058

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3R,5S,7S,8S,11R)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0^{1,3}.0^{5,7}]dodecan-11-yl acetate

> <JCHEM_LOGP>
1.644258862333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.618290452032593

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8308267884566303

> <JCHEM_POLAR_SURFACE_AREA>
77.66

> <JCHEM_REFRACTIVITY>
81.66909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3R,5S,7S,8S,11R)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0^{1,3}.0^{5,7}]dodecan-11-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       9.454   4.881   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.217   5.799   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.394   7.329   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.804   5.187   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.391   4.575   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.978   3.963   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.590   2.550   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.060   2.727   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.530   2.903   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.612   1.667   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.918   1.843   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.826   0.306   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.416   1.486   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.530   3.257   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.060   3.433   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.672   4.847   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.201   5.023   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.754   6.083   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.612   4.493   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.918   4.317   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.306   5.730   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.836   5.553   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.366   5.376   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.284   6.613   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   23                                             
CONECT    7    6    8                                                       
CONECT    8    7    6    9                                                  
CONECT    9    8   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   14   20                                                       
CONECT   20   19    9   21   22                                             
CONECT   21   20   22                                                       
CONECT   22   21   20   23                                                  
CONECT   23   22    6   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₀O₆

Average Mass

332.3520 Da

Monoisotopic Mass

332.12599 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1C[C@]23O[C@H]2C(=O)[C@]2(O[C@H]2[C@@H]3OC1(C)C)C#CC(C)=C

InChI Identifier

InChI=1S/C18H20O6/c1-9(2)6-7-17-12(20)13-18(23-13)8-11(21-10(3)19)16(4,5)22-15(18)14(17)24-17/h11,13-15H,1,8H2,2-5H3/t11-,13+,14+,15+,17-,18+/m1/s1

InChI Key

UDLWCNHPUOUNNV-ZPUMPEKVSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Beauveria felina	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Oxepane
Oxane
Ynone
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organic oxygen compound
Organic oxide
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00018540

Chemspider ID

10284803

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21673189

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kaur A, Rogers KD, Swenson DE, Dowd PF, Wicklow DT, Gloer JB: Bioactive natural products from fungicolous Hawaiian isolates: secondary metabolites from a Phialemoniopsis sp. Mycology. 2014 Jul 3;5(3):120-129. doi: 10.1080/21501203.2014.931309. Epub 2014 Jul 9. [PubMed:25379336 ]
Anisimov MM, Chaikina EL, Smetanina OF, Afiyatullov SSh: Oxirapentyns A, B and E from the marine-derived strain of Isaria felina KMM 4639 as stimulators of initial stages of development of agricultural plants. Nat Prod Commun. 2014 Jun;9(6):835-6. [PubMed:25115093 ]
LOTUS database [Link]

Showing NP-Card for (1r,3r,5s,7s,8s,11r)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0¹,³.0⁵,⁷]dodecan-11-yl acetate (NP0178370)

MOL for NP0178370 ((1r,3r,5s,7s,8s,11r)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0¹,³.0⁵,⁷]dodecan-11-yl acetate)

3D MOL for NP0178370 ((1r,3r,5s,7s,8s,11r)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0¹,³.0⁵,⁷]dodecan-11-yl acetate)

3D SDF for NP0178370 ((1r,3r,5s,7s,8s,11r)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0¹,³.0⁵,⁷]dodecan-11-yl acetate)

3D-SDF for NP0178370 ((1r,3r,5s,7s,8s,11r)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0¹,³.0⁵,⁷]dodecan-11-yl acetate)

PDB for NP0178370 ((1r,3r,5s,7s,8s,11r)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0¹,³.0⁵,⁷]dodecan-11-yl acetate)

3D PDB for NP0178370 ((1r,3r,5s,7s,8s,11r)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0¹,³.0⁵,⁷]dodecan-11-yl acetate)

SMILES for NP0178370 ((1r,3r,5s,7s,8s,11r)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0¹,³.0⁵,⁷]dodecan-11-yl acetate)

INCHI for NP0178370 ((1r,3r,5s,7s,8s,11r)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0¹,³.0⁵,⁷]dodecan-11-yl acetate)

Structure for NP0178370 ((1r,3r,5s,7s,8s,11r)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0¹,³.0⁵,⁷]dodecan-11-yl acetate)

3D Structure for NP0178370 ((1r,3r,5s,7s,8s,11r)-10,10-dimethyl-5-(3-methylbut-3-en-1-yn-1-yl)-4-oxo-2,6,9-trioxatetracyclo[6.4.0.0¹,³.0⁵,⁷]dodecan-11-yl acetate)